Thromboxane B dialkyl-acetal diol intermediates

ABSTRACT

The present specification provides novel intermediates and novel processes for the synthesis of various side chain and skeletal analogs of Thromboxane B 2  (11β-homo-11α-oxa-PGF 2 α). These analogs are particularly and especially useful as reproductive cycle control agents.

CROSS REFERENCE TO RELATED APPLICATION

The present application is a divisional application of Ser. No. 716,473, filed Aug. 20, 1976, now issued as U.S. Pat. No. 4,070,384; which is a continuation-in-part of Ser. No. 676,894, filed Apr. 14, 1976, issued as U.S. Pat. No. 4,018,804 on Apr. 19, 1977.

The present invention relates to processes and intermediates for Thromboxane B compounds for which the essential material constituting a disclosure therefor is incorporated by reference herein from U.S. Pat. No. 4,020,173, issued Apr. 26, 1977 and U.S. Pat. No. 4,070,384, issued Jan. 24, 1978. 

I claim:
 1. A thromboxane intermediate of the formula: ##STR1## wherein Z₁ is(1) cis-CH═CH--CH₂ --(CH₂)_(g) --CH₂ --, (2) cis-CH═CH--CH₂ --(CH₂)_(g) --CF₂ --, (3) cis-CH₂ --CH═CH--(CH₂)_(g) --CH₂ --, (4) --(ch₂)₃ --(ch₂)_(g) --CH₂ --, (5) --(ch₂)₃ --(ch₂)_(g) --CF₂ --, (6) --ch₂ --o--ch₂ --(ch₂)_(g) --CH₂ --, (7) ##STR2## OR (8) ##STR3## WHEREIN G IS ONE, 2, OR 3; WHEREIN R₁ is alkyl of one to 12 carbon atoms, inclusive, cycloalkyl of 3 to 10 carbon atoms, inclusive, aralkyl of 7 to 12 carbon atoms, inclusive, phenyl, phenyl substituted with one or two chloro, fluoro, or alkyl of one to 4 carbon atoms, inclusive, or a pharmacologically acceptable cation; Wherein Y₁ is trans-CH═CH-- or --CH₂ CH₂ --; wherein M₁ is ##STR4## wherein R₅ is hydrogen or methyl; WHEREIN L₁ is ##STR5## or a mixture of ##STR6## wherein R₃ and R₄ are hydrogen, methyl, or fluoro, being the same or different with the proviso that one of R₃ and R₄ is methyl only when the other is hydrogen or methyl; and wherein R₇ is(1) --(CH₂)_(m) --CH₃, (2) ##STR7## or (3) ##STR8## wherein l is zero, one, two, or three, wherein m is one to 5, inclusive, T is alkyl of one to 3 carbon atoms, inclusive, alkoxy of one to 3 carbon atoms, inclusive, chloro, fluoro, or trifluoromethyl, and s is one, two, or 3, the various T's being the same or different, with the proviso that not more than two T's are other than alkyl, with the further proviso that R₇ is ##STR9## only when R₃ and R₄ are hydrogen or methyl, being the same or different; and wherein R₃₃ is alkyl of one to 5 carbon atoms, inclusive. 